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Cimetidine

Catalog No. DB00501 Name DrugBank
CAS Number 51481-61-9 Website http://www.ualberta.ca/
M. F. C10H16N6S Telephone (780) 492-3111
M. W. 252.33924 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 384

SYNONYMS

IUPAC name
(Z)-1-cyano-2-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
IUPAC Traditional name
tagamet HB
Brand Name
Ulcedin
Ulcedine
Edalene
Peptol
Tametin
Ulhys
Cimal
Cimetum
Dyspamet
Gastromet
Tagamet HB 200
Ulcimet
Ulcofalk
Ulcomedina
Acibilin
Acinil
Cimetag
Eureceptor
Tagamet
Tagamet HB
Tratul
Ulcerfen
Ulcomet
Synonyms
Cimetidine Hcl
Cimetidine A/AB

DATABASE IDS

PubChem CID 2756
PubChem SID 46505360
CAS Number 51481-61-9

PROPERTIES

Hydrophobicity(logP) 1
Solubility 0.5 g/100 mL

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A histamine congener, it competitively inhibits histamine binding to histamine H2 receptors. Cimetidine has a range of pharmacological actions. It inhibits gastric acid secretion, as well as pepsin and gastrins output. It also blocks the activity of cytochrome P-450 which might explain proposals for use in neoadjuvant therapy. [PubChem]
Indication For the treatment and the management of acid-reflux disorders (GERD), peptic ulcer disease, heartburn, and acid indigestion.
Pharmacology Cimetidine is a histamine H2-receptor antagonist. It reduces basal and nocturnal gastric acid secretion and a reduction in gastric volume, acidity, and amount of gastric acid released in response to stimuli including food, caffeine, insulin, betazole, or pentagastrin. It is used to treat gastrointestinal disorders such as gastric or duodenal ulcer, gastroesophageal reflux disease, and pathological hypersecretory conditions. Cimetidine inhibits many of the isoenzymes of the hepatic CYP450 enzyme system. Other actions of Cimetidine include an increase in gastric bacterial flora such as nitrate-reducing organisms.
Toxicity Symptoms of overdose include nausea, vomiting, diarrhea, increased saliva production, difficulty breathing, and a fast heartbeat.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic
Absorption Rapid 60-70%
Half Life 2 hours
Protein Binding 15-20%
Elimination The principal route of excretion of cimetidine is the urine.
References
Michnovicz JJ, Galbraith RA: Cimetidine inhibits catechol estrogen metabolism in women. Metabolism. 1991 Feb;40(2):170-4. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com

REFERENCES

  • Michnovicz JJ, Galbraith RA: Cimetidine inhibits catechol estrogen metabolism in women. Metabolism. 1991 Feb;40(2):170-4. Pubmed